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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (19) Show 19 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-03-08 13:03:03 UTC

Update Date

2022-03-07 02:49:11 UTC

HMDB ID

HMDB0001893

Secondary Accession Numbers

HMDB01893

Metabolite Identification

Common Name

alpha-Tocopherol

Description

alpha-Tocopherol is traditionally recognized as the most active form of vitamin E in humans and is a powerful biological antioxidant. The measurement of "vitamin E" activity in international units (IU) was based on fertility enhancement by the prevention of spontaneous abortions in pregnant rats relative to alpha-Tocopherol. Natural vitamin E exists in eight different forms or isomers: four tocopherols and four tocotrienols. In foods, the most abundant sources of vitamin E are vegetable oils such as palm oil, sunflower, corn, soybean, and olive oil. Nuts, sunflower seeds, and wheat germ are also good sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309272007332D          

 31 32  0  0  0  0            999 V2000
 9966.5252 9973.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.3741 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.0880 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.8017 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9971.5155 9971.8950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9972.2289 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9972.9422 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9973.6577 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9974.3710 9971.8950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9975.0865 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9975.7999 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9976.5132 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.2287 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.9420 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9977.2287 9971.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9974.3710 9971.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9971.5155 9971.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.3741 9971.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9965.0978 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9965.0978 9970.6524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9966.5252 9969.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9967.9486 9972.3031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9967.9486 9970.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9968.6611 9971.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9968.6611 9971.8917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9967.2367 9971.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9966.5243 9972.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9965.8118 9971.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9965.8118 9971.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9966.5242 9970.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9967.2367 9971.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
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 30 21  1  0  0  0  0
  1 27  1  0  0  0  0
 22 26  1  0  0  0  0
 31 23  1  0  0  0  0
M  END

HMDB0001893
     RDKit          3D
alpha-Tocopherol
 81 82  0  0  0  0  0  0  0  0999 V2000
   -8.7329    0.8985   -1.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6262    0.5284   -0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.0730   -1.0533    0.2554 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309272007332D          

 31 32  0  0  0  0            999 V2000
 9966.5252 9973.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9969.3741 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.0880 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9970.8017 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9971.5155 9971.8950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9972.2289 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9972.9422 9971.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9973.6577 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9975.0865 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9965.0978 9972.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9965.0978 9970.6524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9966.5252 9969.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9967.9486 9972.3031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9967.9486 9970.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9968.6611 9971.8917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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 9965.8118 9971.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9967.2367 9971.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0001893

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1

> <INCHI_KEY>
GVJHHUAWPYXKBD-IEOSBIPESA-N

> <FORMULA>
C29H50O2

> <MOLECULAR_WEIGHT>
430.7061

> <EXACT_MASS>
430.381080844

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
55.288890556705496

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol

> <ALOGPS_LOGP>
8.84

> <JCHEM_LOGP>
10.507717260000002

> <ALOGPS_LOGS>
-7.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.802178125613777

> <JCHEM_PKA_STRONGEST_BASIC>
-4.852614901775799

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
135.37409999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.04e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
VitaE

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001893
     RDKit          3D
alpha-Tocopherol
 81 82  0  0  0  0  0  0  0  0999 V2000
   -8.7329    0.8985   -1.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6262    0.5284   -0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3796    1.1071   -0.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1379    2.1392   -1.9229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3303    0.7624   -0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5779   -0.2013    0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8180   -0.8185    1.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0130   -1.8470    2.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8133   -0.4374    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0730   -1.0533    0.2554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5207   -0.6099    1.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4041    0.3697    1.9271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9498    0.8209    0.5181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9438    1.8972    0.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5497   -0.3829   -0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0840   -0.3145   -1.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8776    0.3615   -2.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604   -0.0782   -1.6030 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7678   -1.5196   -1.9771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481    0.2783   -0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2347   -0.1842    0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3027    0.4043   -0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855   -0.0534   -0.3317 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8463   -1.5465   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1206    0.5324    0.9709 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5041    0.0902    1.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5281    0.4915    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8982    0.0314    0.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8805   -1.4726    0.9506 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3309    0.7091    2.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0887    1.3842   -0.1564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5235    1.9141   -2.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7899    0.2007   -2.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6882    0.8731   -1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6407    3.0902   -1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0576    2.3472   -2.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5473    1.8509   -2.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6473   -2.6974    1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3688   -1.3467    2.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0260   -2.3232    2.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2569   -1.7511    0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1706   -1.6428    1.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9631   -0.6770    2.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5169   -0.1351    2.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6485    1.2322    2.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    1.5526    1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6569    2.4799   -0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162    2.7046    1.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9480   -1.1107    0.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5366   -1.0023   -0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1430   -1.3952   -2.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9771    0.1306   -2.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9048    1.4728   -1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8749    0.2384   -3.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1942    0.4987   -2.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044   -1.6004   -3.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103   -1.8860   -1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1247   -2.1165   -1.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1775   -0.2017    0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8021    1.3648   -0.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4047    0.2264    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3230   -1.2819    0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3168    1.5134   -0.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1280    0.0362   -1.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3745    0.3701   -1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6744   -1.9856    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1382   -1.9562   -1.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8578   -1.8712   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    0.3291    1.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1536    1.6478    0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4764   -1.0118    1.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7332    0.5581    2.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5771    1.5968    0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3415    0.0088   -0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6127    0.3029    0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5966   -1.7783    1.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0934   -1.8583    0.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8956   -1.8396    0.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0344    0.0975    2.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4149    0.8335    2.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8460    1.7107    2.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 13 31  1  0
  9  2  1  0
 31  5  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 14 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  6
 19 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  6
 24 66  1  0
 24 67  1  0
 24 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 26 72  1  0
 27 73  1  0
 27 74  1  0
 28 75  1  0
 29 76  1  0
 29 77  1  0
 29 78  1  0
 30 79  1  0
 30 80  1  0
 30 81  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8604.1808616.517   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8609.4988614.978   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8610.8318614.204   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8612.1638614.978   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8613.4968614.204   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8614.8278614.978   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8616.1598614.204   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8617.4948614.978   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8618.8268614.204   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8620.1618614.978   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8621.4938614.204   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8622.8258614.978   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8624.1608614.204   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8625.4928614.978   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8624.1608612.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8618.8268612.667   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8613.4968612.667   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8609.4988613.438   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8601.5168614.978   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0    8601.5168611.884   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0    8604.1808610.342   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0    8606.8378614.966   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0    8606.8378611.894   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8608.1678612.662   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8608.1678614.198   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8605.5098614.198   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8604.1798614.966   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8602.8498614.198   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8602.8498612.662   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8604.1788611.894   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8605.5098612.662   0.000  0.00  0.00           C+0
CONECT    1   27                                                            
CONECT    2    3   25                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    9                                                            
CONECT   17    5                                                            
CONECT   18   25                                                            
CONECT   19   28                                                            
CONECT   20   29                                                            
CONECT   21   30                                                            
CONECT   22   25   26                                                       
CONECT   23   24   31                                                       
CONECT   24   23   25                                                       
CONECT   25   24   22   18    2                                             
CONECT   26   27   31   22                                                  
CONECT   27   26   28    1                                                  
CONECT   28   27   29   19                                                  
CONECT   29   28   30   20                                                  
CONECT   30   29   31   21                                                  
CONECT   31   30   26   23                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

COMPND    HMDB0001893
HETATM    1  C1  UNL     1      -8.733   0.899  -1.740  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.626   0.528  -0.827  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.380   1.107  -0.896  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.138   2.139  -1.923  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.330   0.762  -0.038  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.578  -0.201   0.911  1.00  0.00           C  
HETATM    7  C7  UNL     1      -6.818  -0.819   1.025  1.00  0.00           C  
HETATM    8  C8  UNL     1      -7.013  -1.847   2.066  1.00  0.00           C  
HETATM    9  C9  UNL     1      -7.813  -0.437   0.151  1.00  0.00           C  
HETATM   10  O1  UNL     1      -9.073  -1.053   0.255  1.00  0.00           O  
HETATM   11  C10 UNL     1      -4.521  -0.610   1.845  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.404   0.370   1.927  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.950   0.821   0.518  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.944   1.897   0.774  1.00  0.00           C  
HETATM   15  C14 UNL     1      -2.550  -0.383  -0.225  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.084  -0.315  -1.610  1.00  0.00           C  
HETATM   17  C16 UNL     1      -0.878   0.362  -2.056  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.460  -0.078  -1.603  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.768  -1.520  -1.977  1.00  0.00           C  
HETATM   20  C19 UNL     1       0.848   0.278  -0.230  1.00  0.00           C  
HETATM   21  C20 UNL     1       2.235  -0.184   0.169  1.00  0.00           C  
HETATM   22  C21 UNL     1       3.303   0.404  -0.719  1.00  0.00           C  
HETATM   23  C22 UNL     1       4.686  -0.053  -0.332  1.00  0.00           C  
HETATM   24  C23 UNL     1       4.846  -1.547  -0.410  1.00  0.00           C  
HETATM   25  C24 UNL     1       5.121   0.532   0.971  1.00  0.00           C  
HETATM   26  C25 UNL     1       6.504   0.090   1.381  1.00  0.00           C  
HETATM   27  C26 UNL     1       7.528   0.492   0.370  1.00  0.00           C  
HETATM   28  C27 UNL     1       8.898   0.031   0.814  1.00  0.00           C  
HETATM   29  C28 UNL     1       8.880  -1.473   0.951  1.00  0.00           C  
HETATM   30  C29 UNL     1       9.331   0.709   2.094  1.00  0.00           C  
HETATM   31  O2  UNL     1      -4.089   1.384  -0.156  1.00  0.00           O  
HETATM   32  H1  UNL     1      -8.523   1.914  -2.133  1.00  0.00           H  
HETATM   33  H2  UNL     1      -8.790   0.201  -2.604  1.00  0.00           H  
HETATM   34  H3  UNL     1      -9.688   0.873  -1.179  1.00  0.00           H  
HETATM   35  H4  UNL     1      -6.641   3.090  -1.619  1.00  0.00           H  
HETATM   36  H5  UNL     1      -5.058   2.347  -2.022  1.00  0.00           H  
HETATM   37  H6  UNL     1      -6.547   1.851  -2.911  1.00  0.00           H  
HETATM   38  H7  UNL     1      -7.647  -2.697   1.742  1.00  0.00           H  
HETATM   39  H8  UNL     1      -7.369  -1.347   2.980  1.00  0.00           H  
HETATM   40  H9  UNL     1      -6.026  -2.323   2.332  1.00  0.00           H  
HETATM   41  H10 UNL     1      -9.257  -1.751   0.942  1.00  0.00           H  
HETATM   42  H11 UNL     1      -4.171  -1.643   1.618  1.00  0.00           H  
HETATM   43  H12 UNL     1      -4.963  -0.677   2.872  1.00  0.00           H  
HETATM   44  H13 UNL     1      -2.517  -0.135   2.364  1.00  0.00           H  
HETATM   45  H14 UNL     1      -3.648   1.232   2.547  1.00  0.00           H  
HETATM   46  H15 UNL     1      -1.103   1.553   1.420  1.00  0.00           H  
HETATM   47  H16 UNL     1      -1.657   2.480  -0.101  1.00  0.00           H  
HETATM   48  H17 UNL     1      -2.416   2.705   1.455  1.00  0.00           H  
HETATM   49  H18 UNL     1      -1.948  -1.111   0.414  1.00  0.00           H  
HETATM   50  H19 UNL     1      -3.537  -1.002  -0.291  1.00  0.00           H  
HETATM   51  H20 UNL     1      -2.143  -1.395  -2.002  1.00  0.00           H  
HETATM   52  H21 UNL     1      -2.977   0.131  -2.199  1.00  0.00           H  
HETATM   53  H22 UNL     1      -0.905   1.473  -1.987  1.00  0.00           H  
HETATM   54  H23 UNL     1      -0.875   0.238  -3.217  1.00  0.00           H  
HETATM   55  H24 UNL     1       1.194   0.499  -2.274  1.00  0.00           H  
HETATM   56  H25 UNL     1       0.804  -1.600  -3.104  1.00  0.00           H  
HETATM   57  H26 UNL     1       1.710  -1.886  -1.581  1.00  0.00           H  
HETATM   58  H27 UNL     1      -0.125  -2.117  -1.690  1.00  0.00           H  
HETATM   59  H28 UNL     1       0.178  -0.202   0.541  1.00  0.00           H  
HETATM   60  H29 UNL     1       0.802   1.365  -0.025  1.00  0.00           H  
HETATM   61  H30 UNL     1       2.405   0.226   1.188  1.00  0.00           H  
HETATM   62  H31 UNL     1       2.323  -1.282   0.257  1.00  0.00           H  
HETATM   63  H32 UNL     1       3.317   1.513  -0.678  1.00  0.00           H  
HETATM   64  H33 UNL     1       3.128   0.036  -1.759  1.00  0.00           H  
HETATM   65  H34 UNL     1       5.374   0.370  -1.122  1.00  0.00           H  
HETATM   66  H35 UNL     1       4.674  -1.986   0.599  1.00  0.00           H  
HETATM   67  H36 UNL     1       4.138  -1.956  -1.156  1.00  0.00           H  
HETATM   68  H37 UNL     1       5.858  -1.871  -0.728  1.00  0.00           H  
HETATM   69  H38 UNL     1       4.361   0.329   1.732  1.00  0.00           H  
HETATM   70  H39 UNL     1       5.154   1.648   0.833  1.00  0.00           H  
HETATM   71  H40 UNL     1       6.476  -1.012   1.488  1.00  0.00           H  
HETATM   72  H41 UNL     1       6.733   0.558   2.351  1.00  0.00           H  
HETATM   73  H42 UNL     1       7.577   1.597   0.289  1.00  0.00           H  
HETATM   74  H43 UNL     1       7.342   0.009  -0.614  1.00  0.00           H  
HETATM   75  H44 UNL     1       9.613   0.303   0.010  1.00  0.00           H  
HETATM   76  H45 UNL     1       8.597  -1.778   1.968  1.00  0.00           H  
HETATM   77  H46 UNL     1       8.093  -1.858   0.262  1.00  0.00           H  
HETATM   78  H47 UNL     1       9.896  -1.840   0.650  1.00  0.00           H  
HETATM   79  H48 UNL     1       9.034   0.098   2.965  1.00  0.00           H  
HETATM   80  H49 UNL     1      10.415   0.833   2.102  1.00  0.00           H  
HETATM   81  H50 UNL     1       8.846   1.711   2.101  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    3    9
CONECT    3    4    5
CONECT    4   35   36   37
CONECT    5    6    6   31
CONECT    6    7   11
CONECT    7    8    9    9
CONECT    8   38   39   40
CONECT    9   10
CONECT   10   41
CONECT   11   12   42   43
CONECT   12   13   44   45
CONECT   13   14   15   31
CONECT   14   46   47   48
CONECT   15   16   49   50
CONECT   16   17   51   52
CONECT   17   18   53   54
CONECT   18   19   20   55
CONECT   19   56   57   58
CONECT   20   21   59   60
CONECT   21   22   61   62
CONECT   22   23   63   64
CONECT   23   24   25   65
CONECT   24   66   67   68
CONECT   25   26   69   70
CONECT   26   27   71   72
CONECT   27   28   73   74
CONECT   28   29   30   75
CONECT   29   76   77   78
CONECT   30   79   80   81
END

HMDB0001893
     RDKit          3D
alpha-Tocopherol
 81 82  0  0  0  0  0  0  0  0999 V2000
   -8.7329    0.8985   -1.7398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6262    0.5284   -0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3796    1.1071   -0.8960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1379    2.1392   -1.9229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3303    0.7624   -0.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5779   -0.2013    0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8180   -0.8185    1.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0130   -1.8470    2.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8133   -0.4374    0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0730   -1.0533    0.2554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5207   -0.6099    1.8445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4041    0.3697    1.9271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9498    0.8209    0.5181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9438    1.8972    0.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5497   -0.3829   -0.2248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0840   -0.3145   -1.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8776    0.3615   -2.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4604   -0.0782   -1.6030 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7678   -1.5196   -1.9771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481    0.2783   -0.2304 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2347   -0.1842    0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3027    0.4043   -0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855   -0.0534   -0.3317 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8463   -1.5465   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1206    0.5324    0.9709 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5041    0.0902    1.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5281    0.4915    0.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8982    0.0314    0.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8805   -1.4726    0.9506 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3309    0.7091    2.0939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0887    1.3842   -0.1564 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5235    1.9141   -2.1331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7899    0.2007   -2.6035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6882    0.8731   -1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6407    3.0902   -1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0576    2.3472   -2.0216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5473    1.8509   -2.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6473   -2.6974    1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3688   -1.3467    2.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0260   -2.3232    2.3324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2569   -1.7511    0.9416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1706   -1.6428    1.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9631   -0.6770    2.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5169   -0.1351    2.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6485    1.2322    2.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1028    1.5526    1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6569    2.4799   -0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162    2.7046    1.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9480   -1.1107    0.4144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5366   -1.0023   -0.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1430   -1.3952   -2.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9771    0.1306   -2.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9048    1.4728   -1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8749    0.2384   -3.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1942    0.4987   -2.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044   -1.6004   -3.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7103   -1.8860   -1.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1247   -2.1165   -1.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1775   -0.2017    0.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8021    1.3648   -0.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4047    0.2264    1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3230   -1.2819    0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3168    1.5134   -0.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1280    0.0362   -1.7587 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3745    0.3701   -1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6744   -1.9856    0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1382   -1.9562   -1.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8578   -1.8712   -0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3615    0.3291    1.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1536    1.6478    0.8326 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4764   -1.0118    1.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7332    0.5581    2.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5771    1.5968    0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3415    0.0088   -0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6127    0.3029    0.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5966   -1.7783    1.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0934   -1.8583    0.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8956   -1.8396    0.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0344    0.0975    2.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4149    0.8335    2.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8460    1.7107    2.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 13 31  1  0
  9  2  1  0
 31  5  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 14 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  6
 19 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 22 63  1  0
 22 64  1  0
 23 65  1  6
 24 66  1  0
 24 67  1  0
 24 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 26 72  1  0
 27 73  1  0
 27 74  1  0
 28 75  1  0
 29 76  1  0
 29 77  1  0
 29 78  1  0
 30 79  1  0
 30 80  1  0
 30 81  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2R,4'R,8'R)-alpha-Tocopherol	ChEBI
(R,R,R)-alpha-Tocopherol	ChEBI
5,7,8-Trimethyltocol	ChEBI
d-alpha-Tocopherol	ChEBI
Vitamin e	ChEBI
(2R,4'r,8'r)-a-Tocopherol	Generator
(2R,4'R,8'R)-α-Tocopherol	Generator
a-Tocopherol	Generator
α-Tocopherol	Generator
(R,R,R)-a-Tocopherol	Generator
(R,R,R)-α-Tocopherol	Generator
D-a-Tocopherol	Generator
d-α-Tocopherol	Generator
(+)-a-Tocopherol	HMDB
(+)-alpha-Tocopherol	HMDB
(2R)-3,4-Dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-ol	HMDB
a-D-Tocopherol	HMDB
alpha-delta-Tocopherol	HMDB
delta-alpha-Tocopherol	HMDB
Denamone	HMDB
Eprolin	HMDB
Phytogermin	HMDB
Phytogermine	HMDB
RRR-alpha-Tocopherol	HMDB
RRR-alpha-Tocopheryl	HMDB
Vitamin ea	HMDB
alpha-Tocopherol	ChEBI
(+)-2R,4'R,8'R-alpha-Tocopherol	HMDB
(+)-2R,4'R,8'R-α-Tocopherol	HMDB
(+)-2R,4’R,8’R-α-Tocopherol	HMDB
(+)-α-Tocopherol	HMDB
(2R,4’R,8’R)-α-Tocopherol	HMDB
(all-R)-alpha-Tocopherol	HMDB
(all-R)-α-Tocopherol	HMDB
3,4-Dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-(2R)-2H-1-benzopyran-6-ol	HMDB
alpha-D-Tocopherol	HMDB
alpha-Vitamin E	HMDB
α-D-Tocopherol	HMDB
α-Vitamin E	HMDB
Almefrol	PhytoBank
Emipherol	PhytoBank
Etamican	PhytoBank
Evitaminum	PhytoBank
Profecundin	PhytoBank
Vitamin Ealpha	PhytoBank
Vitamin Eα	PhytoBank

Chemical Formula

C₂₉H₅₀O₂

Average Molecular Weight

430.7061

Monoisotopic Molecular Weight

430.381080844

IUPAC Name

(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol

Traditional Name

VitaE

CAS Registry Number

59-02-9

SMILES

CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1

InChI Identifier

InChI=1S/C29H50O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h20-22,30H,9-19H2,1-8H3/t21-,22-,29-/m1/s1

InChI Key

GVJHHUAWPYXKBD-IEOSBIPESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tocopherols. These are vitamin E derivatives containing a saturated trimethyltridecyl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocotrienols that contain an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Tocopherols

Alternative Parents

Substituents

Tocopherol
Diterpenoid
1-benzopyran
Benzopyran
Chromane
Alkyl aryl ether
Benzenoid
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

alpha-tocopherol (CHEBI:18145 )
vitamin E (C02477 )
Fat-soluble vitamins (C02477 )
Vitamin E (LMPR02020000 )

Ontology

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	3 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	209.6	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000258
[M+H]+	Not Available	216.4	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000258

Predicted Molecular Properties

Property	Value	Source
Water Solubility	7.0e-06 g/L	ALOGPS
logP	8.84	ALOGPS
logP	10.51	ChemAxon
logS	-7.8	ALOGPS
pKa (Strongest Acidic)	10.8	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	135.37 m³·mol⁻¹	ChemAxon
Polarizability	55.29 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	203.809	31661259
DarkChem	[M-H]-	201.516	31661259
AllCCS	[M+H]+	215.599	32859911
AllCCS	[M-H]-	214.987	32859911
DeepCCS	[M+H]+	213.278	30932474
DeepCCS	[M-H]-	210.883	30932474
DeepCCS	[M-2H]-	243.765	30932474
DeepCCS	[M+Na]+	219.191	30932474
AllCCS	[M+H]+	215.6	32859911
AllCCS	[M+H-H2O]+	213.6	32859911
AllCCS	[M+NH4]+	217.5	32859911
AllCCS	[M+Na]+	218.0	32859911
AllCCS	[M-H]-	215.0	32859911
AllCCS	[M+Na-2H]-	217.8	32859911
AllCCS	[M+HCOO]-	221.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha-Tocopherol	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1	3891.8	Standard polar	33892256
alpha-Tocopherol	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1	3115.2	Standard non polar	33892256
alpha-Tocopherol	CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1	3175.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
alpha-Tocopherol,1TMS,isomer #1	CC1=C(C)C2=C(CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O2)C(C)=C1O[Si](C)(C)C	3141.4	Semi standard non polar	33892256
alpha-Tocopherol,1TBDMS,isomer #1	CC1=C(C)C2=C(CC[C@@](C)(CCC[C@H](C)CCC[C@H](C)CCCC(C)C)O2)C(C)=C1O[Si](C)(C)C(C)(C)C	3390.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - alpha-Tocopherol GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 TMS)	splash10-000i-1390000000-fc8c4f9b9405598ede7f	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - alpha-Tocopherol GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (1 TMS)	splash10-00dr-9150010000-c4abc0e689e9b2476b9d	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - alpha-Tocopherol GC-MS (1 TMS)	splash10-0f79-1190040000-663296a69129a59be1a6	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - alpha-Tocopherol GC-EI-TOF (Non-derivatized)	splash10-000i-1390000000-fc8c4f9b9405598ede7f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - alpha-Tocopherol GC-EI-TOF (Non-derivatized)	splash10-00dr-9150010000-c4abc0e689e9b2476b9d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - alpha-Tocopherol GC-MS (Non-derivatized)	splash10-0f79-1190040000-663296a69129a59be1a6	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Tocopherol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aor-9886300000-b3225facac6ebdd8ddbd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Tocopherol GC-MS (1 TMS) - 70eV, Positive	splash10-000l-7735900000-1585eb83c1211ebe95f2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Tocopherol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha-Tocopherol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0159-2900500000-03e8a824731610752eb3	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Tocopherol Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-03di-9600100000-aaf885290800a10d3fb2	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Tocopherol Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-01wr-9300000000-f0c814976a58a9d837ca	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Tocopherol Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0f79-1494700000-6b5f8f817c5a5429ed70	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Tocopherol EI-EBEB (JMS-HX/HX 110A, JEOL) , Positive-QTOF	splash10-00lr-4910600000-1eda05dacf9642d7cea0	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Tocopherol 30V, Positive-QTOF	splash10-014i-0900000000-a5860634bfd1ceb6833f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - alpha-Tocopherol 20V, Positive-QTOF	splash10-0159-0900500000-5a3bc17152cb61859b2c	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Tocopherol 10V, Positive-QTOF	splash10-001i-0842900000-f51286676592fd184193	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Tocopherol 20V, Positive-QTOF	splash10-014i-1920000000-1994f86bec2bb4a77b9c	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Tocopherol 40V, Positive-QTOF	splash10-066r-3930000000-02190bf16d5d85d44bce	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Tocopherol 10V, Negative-QTOF	splash10-004i-0110900000-c3541294fc60a7a8cc7e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Tocopherol 20V, Negative-QTOF	splash10-01t9-0730900000-553c4898757f6876036c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Tocopherol 40V, Negative-QTOF	splash10-03e9-0920200000-276273a531fed5b3a2b0	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Tocopherol 10V, Positive-QTOF	splash10-001i-3013900000-4985082235edff7c4b8c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Tocopherol 20V, Positive-QTOF	splash10-05r1-9313200000-cbc230d5dd20c629ffab	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Tocopherol 40V, Positive-QTOF	splash10-0a4i-9320000000-5958d2e1d5b687b012c1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Tocopherol 10V, Negative-QTOF	splash10-004i-0000900000-d3ddef81c134412455e1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Tocopherol 20V, Negative-QTOF	splash10-004i-0310900000-30597e14cf876e4e4764	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha-Tocopherol 40V, Negative-QTOF	splash10-08g0-2982400000-371737325df4dbb523b2	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	2012-12-04	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Blood
Breast Milk
Cerebrospinal Fluid (CSF)
Feces
Saliva
Urine

Tissue Locations

Adipose Tissue
Bladder
Epidermis
Erythrocyte
Eye Lens
Fibroblasts
Intestine
Leukocyte
Liver
Neuron
Pancreas
Placenta
Platelet
Prostate
Skeletal Muscle
Spleen
Testis

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	21.3 (12.0 - 80.8) uM	Adolescent (13-18 years old)	Both	Normal	7657478	details
Blood	Detected and Quantified	21.0 (7.0-35.0) uM	Children (1-13 years old)	Both	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	24.6 +/- 5.8 uM	Adult (>18 years old)	Male	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	24.1 +/- 6.3 uM	Adult (>18 years old)	Female	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	7.4 uM	Adult (>18 years old)	Both	Normal	19248870	details
Blood	Detected and Quantified	31.530 +/- 12.910 uM	Adult (>18 years old)	Both	Normal	15051849	details
Blood	Detected and Quantified	33.830 +/- 13.840 uM	Adult (>18 years old)	Both	Normal	15051849	details
Blood	Detected and Quantified	37.920 +/- 16.490 uM	Adult (>18 years old)	Both	Normal	15051849	details
Blood	Detected and Quantified	42.350 +/- 19.690 uM	Adult (>18 years old)	Both	Normal	15051849	details
Blood	Detected and Quantified	34.950 +/- 14.260 uM	Adult (>18 years old)	Female	Normal	15051849	details
Blood	Detected and Quantified	36.320 +/- 16.900 uM	Adult (>18 years old)	Female	Normal	15051849	details
Blood	Detected and Quantified	37.270 +/- 16.740 uM	Adult (>18 years old)	Male	Normal	15051849	details
Blood	Detected and Quantified	39.220 +/- 18.780 uM	Adult (>18 years old)	Male	Normal	15051849	details
Blood	Detected and Quantified	25.307 +/- 5.804 uM	Adult (>18 years old)	Male	Normal	1878353	details
Blood	Detected and Quantified	21.855 +/- 4.864 uM	Adult (>18 years old)	Both	Normal	9126539	details
Blood	Detected and Quantified	28 uM	Adult (>18 years old)	Female	Normal	17116719	details
Blood	Detected and Quantified	25.1 uM	Adult (>18 years old)	Male	Normal	17116719	details
Blood	Detected and Quantified	23.812 +/- 4.794 uM	Adult (>18 years old)	Both	Normal	9126539	details
Blood	Detected and Quantified	22.986 +/- 6.733 uM	Adult (>18 years old)	Male	Normal	1878353	details
Blood	Detected and Quantified	29.719 +/- 12.538 uM	Adult (>18 years old)	Both	Normal	16755268	details
Blood	Detected and Quantified	9.7 uM	Adult (>18 years old)	Both	Normal	19248870	details
Blood	Detected and Quantified	18.574 +/- 4.644 uM	Adult (>18 years old)	Both	Normal	8000300	details
Blood	Detected and Quantified	22.296 +/- 4.883 uM	Adult (>18 years old)	Both	Normal	9126539	details
Blood	Detected and Quantified	23.914 +/- 6.269 uM	Adult (>18 years old)	Both	Normal	6624705	details
Blood	Detected and Quantified	26.700 +/- 5.804 uM	Adult (>18 years old)	Both	Normal	7547847	details
Blood	Detected and Quantified	30.540 +/- 5.260 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	30.650 +/- 4.820 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	31.0500 +/- 6.940 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	31.0900 +/- 8.0600 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	31.490 +/- 7.0700 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	31.790 +/- 5.760 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	31.800 +/- 8.470 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	32.0800 +/- 6.550 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	32.940 +/- 10.0700 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	33.410 +/- 10.250 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	33.680 +/- 10.230 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24740205	details
Blood	Detected and Quantified	33.790 +/- 8.490 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	33.920 +/- 11.740 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	34.310 +/- 12.270 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	34.800 +/- 11.400 uM	Adult (>18 years old)	Both	Normal	15483635	details
Blood	Detected and Quantified	34.827 +/- 11.144 uM	Adult (>18 years old)	Both	Normal	11454500	details
Blood	Detected and Quantified	35.0500 +/- 11.730 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	35.440 +/- 10.360 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	37.845 +/- 11.609 uM	Adult (>18 years old)	Both	Normal	11454500	details
Blood	Detected and Quantified	16.157 uM	Children (1-13 years old)	Female	Normal	19602831	details
Blood	Detected and Quantified	0.0186-0.0279 uM	Adult (>18 years old)	Not Specified	Normal	2944375	details
Blood	Detected and Quantified	17.066 uM	Adolescent (13-18 years old)	Female	Normal	19602831	details
Blood	Detected and Quantified	17.8 uM	Adult (>18 years old)	Female	Normal	9109609	details
Blood	Detected and Quantified	29.0 (18.0-43.7) uM	Adult (>18 years old)	Both	Normal	16690736	details
Blood	Detected and Quantified	26.3 uM	Adult (>18 years old)	Female	Normal	9109609	details
Blood	Detected and Quantified	26.782 uM	Adult (>18 years old)	Female	Normal	20332276	details
Blood	Detected and Quantified	28.2 uM	Adult (>18 years old)	Female	Normal	18279554	details
Blood	Detected and Quantified	34 uM	Adult (>18 years old)	Female	Normal	19371448	details
Blood	Detected and Quantified	17.0900 +/- 2.770 uM	Adolescent (13-18 years old)	Female	Normal	12368412	details
Blood	Detected and Quantified	22.472 +/- 5.370 uM	Adult (>18 years old)	Female	Normal	9126539	details
Blood	Detected and Quantified	23.682 +/- 6.733 uM	Adult (>18 years old)	Female	Normal	10427874	details
Blood	Detected and Quantified	24.581 +/- 10.230 uM	Adult (>18 years old)	Female	Normal	18813024	details
Blood	Detected and Quantified	26 +/- 7.300 uM	Adult (>18 years old)	Female	Normal	8424386	details
Blood	Detected and Quantified	26.200 +/- 8.400 uM	Adult (>18 years old)	Female	Normal	1512628	details
Blood	Detected and Quantified	27.861 +/- 13.931 uM	Adult (>18 years old)	Female	Normal	20061366	details
Blood	Detected and Quantified	28 +/- 11 uM	Adult (>18 years old)	Female	Normal	8424386	details
Blood	Detected and Quantified	30.900 +/- 1.100 uM	Adult (>18 years old)	Female	Normal	11522560	details
Blood	Detected and Quantified	31.800 +/- 0.800 uM	Adult (>18 years old)	Female	Normal	11522560	details
Blood	Detected and Quantified	36.220 +/- 12.538 uM	Adult (>18 years old)	Female	Normal	11454500	details
Blood	Detected and Quantified	37.380 +/- 12.0732 uM	Adult (>18 years old)	Female	Normal	11454500	details
Blood	Detected and Quantified	17.096 uM	Adolescent (13-18 years old)	Male	Normal	19602831	details
Blood	Detected and Quantified	17.941 uM	Children (1-13 years old)	Male	Normal	19602831	details
Blood	Detected and Quantified	19.7 uM	Adult (>18 years old)	Male	Normal	9109609	details
Blood	Detected and Quantified	24.5 uM	Adult (>18 years old)	Male	Normal	10400557	details
Blood	Detected and Quantified	27.5 uM	Adult (>18 years old)	Male	Normal	18279554	details
Blood	Detected and Quantified	27.9 uM	Adult (>18 years old)	Male	Normal	9109609	details
Blood	Detected and Quantified	33.87 uM	Adult (>18 years old)	Male	Normal	19371448	details
Blood	Detected and Quantified	0.0223 +/- 0.00464 uM	Adult (>18 years old)	Male	Normal	11744516	details
Blood	Detected and Quantified	16.960 +/- 3.0900 uM	Adolescent (13-18 years old)	Male	Normal	12368412	details
Blood	Detected and Quantified	22.0684 +/- 4.249 uM	Adult (>18 years old)	Male	Normal	9126539	details
Blood	Detected and Quantified	25.539 +/- 6.965 uM	Adult (>18 years old)	Male	Normal	20061366	details
Blood	Detected and Quantified	26 +/- 8 uM	Adult (>18 years old)	Male	Normal	8424386	details
Blood	Detected and Quantified	27.100 +/- 8.400 uM	Adult (>18 years old)	Male	Normal	1512628	details
Blood	Detected and Quantified	27.100 +/- 8.800 uM	Adult (>18 years old)	Male	Normal	9094932	details
Blood	Detected and Quantified	28.200 +/- 0.400 uM	Adult (>18 years old)	Male	Normal	11522560	details
Blood	Detected and Quantified	28.600 +/- 0.400 uM	Adult (>18 years old)	Male	Normal	11522560	details
Blood	Detected and Quantified	30 +/- 12 uM	Adult (>18 years old)	Male	Normal	8424386	details
Blood	Detected and Quantified	32.505 +/- 16.252 uM	Adult (>18 years old)	Male	Normal	20061366	details
Blood	Detected and Quantified	32.505 +/- 8.126 uM	Adult (>18 years old)	Male	Normal	11454500	details
Blood	Detected and Quantified	34.827 +/- 18.574 uM	Adult (>18 years old)	Male	Normal	20061366	details
Blood	Detected and Quantified	38.541 +/- 11.144 uM	Adult (>18 years old)	Male	Normal	11454500	details
Blood	Detected and Quantified	4.64-48.76 uM	Infant (0-1 year old)	Both	Normal	CALIPER Paediatri...	details
Blood	Detected and Quantified	13.93-32.51 uM	Children (1 - <19 years old)	Both	Normal	CALIPER Paediatri...	details
Blood	Detected and Quantified	18.0-43.7 uM	Adult (>18 years old)	Both	Normal	16690736	details
Blood	Detected and Quantified	30.9 (17.6-53.2) uM	Adult (>18 years old)	Female	Normal	19235557	details
Blood	Detected and Quantified	14.6 +/- 0.4 uM	Adult (>18 years old)	Both	Normal	18029489	details
Blood	Detected and Quantified	11.609-46.435 uM	Not Specified	Not Specified	Normal	16445943	details
Blood	Detected and Quantified	48.6 +/- 23.7 uM	Adult (>18 years old)	Both	Normal	15705230	details
Blood	Detected and Quantified	48.3 +/- 22.5 uM	Adult (>18 years old)	Both	Normal	15705230	details
Blood	Detected and Quantified	14.2 +/- 0.4 uM	Adult (>18 years old)	Both	Normal	18029489	details
Breast Milk	Detected and Quantified	1.5685229 +/- 0.8530929 uM	Adult (>18 years old)	Female	Normal	2388136	details
Feces	Detected but not Quantified	Not Quantified	Infant (0-1 year old)	Not Specified	Normal	24628373	details
Feces	Detected but not Quantified	Not Quantified	Infant (0-1 year old)	Not Specified	Normal	24628373	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	24029555	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Infant (0-1 year old)	Not Available	Normal	24628373	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Saliva	Detected and Quantified	0.0099 +/- 0.0041 uM	Adult (>18 years old)	Male	Normal	17623524	details
Saliva	Detected and Quantified	0.0097 +/- 0.0032 uM	Adult (>18 years old)	Female	Normal	17623524	details
Saliva	Detected and Quantified	0.082 +/- 0.048 uM	Adult (>18 years old)	Both	Normal	Zerihun T. Dame, ...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	32 uM	Adult (>18 years old)	Both	Colorectal, breast, or neuroendocrine cancer	16293876	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal adenoma	27510537	details
Blood	Detected and Quantified	0.00302 uM	Adult (>18 years old)	Male	Abetalipoproteinemia	2944375	details
Blood	Detected and Quantified	30.0 (20.6-33.9) uM	Adult (>18 years old)	Female	Endometrial cancer	19235557	details
Blood	Detected and Quantified	1.161-5.340 uM	Adult (>18 years old)	Not Specified	Vitamin E deficiency	9463307	details
Blood	Detected and Quantified	44.114 uM	Adult (>18 years old)	Male	27-hydroxylase deficiency	16445943	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.11 uM	Adult (>18 years old)	Not Specified	Parkinson's Disease	8857741	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Saliva	Detected and Quantified	0.0067 +/- 0.0039 uM	Adult (>18 years old)	Male	Oral cancer	17623524	details
Saliva	Detected and Quantified	0.0062 +/- 0.0041 uM	Adult (>18 years old)	Female	Oral cancer	17623524	details

Associated Disorders and Diseases

Disease References

Endometrial cancer
Jeong NH, Song ES, Lee JM, Lee KB, Kim MK, Yun YM, Lee JK, Son SK, Lee JP, Kim JH, Hur SY, Kwon YI: Preoperative levels of plasma micronutrients are related to endometrial cancer risk. Acta Obstet Gynecol Scand. 2009;88(4):434-9. doi: 10.1080/00016340902767187. [PubMed:19235557 ]
Abetalipoproteinemia
Lazaro RP, Dentinger MP, Rodichok LD, Barron KD, Satya-Murti S: Muscle pathology in Bassen-Kornzweig syndrome and vitamin E deficiency. Am J Clin Pathol. 1986 Sep;86(3):378-87. [PubMed:2944375 ]
Cerebrotendinous xanthomatosis
Siman-Tov T, Meiner V, Gadoth N: Could steroids mask the diagnosis of cerebrotendinous xanthomatosis? J Neurol Sci. 2006 Apr 15;243(1-2):83-6. Epub 2006 Jan 30. [PubMed:16445943 ]
Vitamin E deficiency
Cavalier L, Ouahchi K, Kayden HJ, Di Donato S, Reutenauer L, Mandel JL, Koenig M: Ataxia with isolated vitamin E deficiency: heterogeneity of mutations and phenotypic variability in a large number of families. Am J Hum Genet. 1998 Feb;62(2):301-10. [PubMed:9463307 ]
Parkinson's disease
Pappert EJ, Tangney CC, Goetz CG, Ling ZD, Lipton JW, Stebbins GT, Carvey PM: Alpha-tocopherol in the ventricular cerebrospinal fluid of Parkinson's disease patients: dose-response study and correlations with plasma levels. Neurology. 1996 Oct;47(4):1037-42. [PubMed:8857741 ]
Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ] Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ] Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]

Associated OMIM IDs

608089 (Endometrial cancer)
200100 (Abetalipoproteinemia)
213700 (Cerebrotendinous xanthomatosis)
277460 (Vitamin E deficiency)
168600 (Parkinson's disease)
114500 (Colorectal cancer)

External Links

DrugBank ID

DB00163

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

18145

Food Biomarker Ontology

Not Available

VMH ID

AVITE1

MarkerDB ID

MDB00000354

Good Scents ID

Not Available

References

Synthesis Reference

Matsui, Makoto. Synthesis of a-tocopherol for the next century. Nihon Yukagakkaishi (1996), 45(9), 821-831.

Material Safety Data Sheet (MSDS)

Not Available

General References

Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
Hino K, Murakami Y, Nagai A, Kitase A, Hara Y, Furutani T, Ren F, Yamaguchi Y, Yutoku K, Yamashita S, Okuda M, Okita M, Okita K: Alpha-tocopherol [corrected] and ascorbic acid attenuates the ribavirin [corrected] induced decrease of eicosapentaenoic acid in erythrocyte membrane in chronic hepatitis C patients. J Gastroenterol Hepatol. 2006 Aug;21(8):1269-75. [PubMed:16872308 ]
Ble-Castillo JL, Carmona-Diaz E, Mendez JD, Larios-Medina FJ, Medina-Santillan R, Cleva-Villanueva G, Diaz-Zagoya JC: Effect of alpha-tocopherol on the metabolic control and oxidative stress in female type 2 diabetics. Biomed Pharmacother. 2005 Jul;59(6):290-5. [PubMed:15932790 ]
Jeanes YM, Hall WL, Proteggente AR, Lodge JK: Cigarette smokers have decreased lymphocyte and platelet alpha-tocopherol levels and increased excretion of the gamma-tocopherol metabolite gamma-carboxyethyl-hydroxychroman (gamma-CEHC). Free Radic Res. 2004 Aug;38(8):861-8. [PubMed:15493460 ]
Jeanes YM, Hall WL, Lodge JK: Comparative (2)H-labelled alpha-tocopherol biokinetics in plasma, lipoproteins, erythrocytes, platelets and lymphocytes in normolipidaemic males. Br J Nutr. 2005 Jul;94(1):92-9. [PubMed:16115338 ]
de Souza Junior O, Treitinger A, Baggio GL, Michelon C, Verdi JC, Cunha J, Ferreira SI, Spada C: alpha-Tocopherol as an antiretroviral therapy supplement for HIV-1-infected patients for increased lymphocyte viability. Clin Chem Lab Med. 2005;43(4):376-82. [PubMed:15899652 ]
Palan PR, Woodall AL, Anderson PS, Mikhail MS: Alpha-tocopherol and alpha-tocopheryl quinone levels in cervical intraepithelial neoplasia and cervical cancer. Am J Obstet Gynecol. 2004 May;190(5):1407-10. [PubMed:15167851 ]
Traber MG, Siddens LK, Leonard SW, Schock B, Gohil K, Krueger SK, Cross CE, Williams DE: Alpha-tocopherol modulates Cyp3a expression, increases gamma-CEHC production, and limits tissue gamma-tocopherol accumulation in mice fed high gamma-tocopherol diets. Free Radic Biol Med. 2005 Mar 15;38(6):773-85. [PubMed:15721988 ]
Mardla V, Kobzar G, Samel N: Potentiation of antiaggregating effect of prostaglandins by alpha-tocopherol and quercetin. Platelets. 2004 Aug;15(5):319-24. [PubMed:15370103 ]
Pappert EJ, Tangney CC, Goetz CG, Ling ZD, Lipton JW, Stebbins GT, Carvey PM: Alpha-tocopherol in the ventricular cerebrospinal fluid of Parkinson's disease patients: dose-response study and correlations with plasma levels. Neurology. 1996 Oct;47(4):1037-42. [PubMed:8857741 ]
Rota C, Barella L, Minihane AM, Stocklin E, Rimbach G: Dietary alpha-tocopherol affects differential gene expression in rat testes. IUBMB Life. 2004 May;56(5):277-80. [PubMed:15370891 ]
Ekanayake-Mudiyanselage S, Tavakkol A, Polefka TG, Nabi Z, Elsner P, Thiele JJ: Vitamin E delivery to human skin by a rinse-off product: penetration of alpha-tocopherol versus wash-out effects of skin surface lipids. Skin Pharmacol Physiol. 2005 Jan-Feb;18(1):20-6. [PubMed:15608499 ]
Liu ZQ: The "unexpected role" of vitamin E in free radical-induced hemolysis of human erythrocytes: alpha-tocopherol-mediated peroxidation. Cell Biochem Biophys. 2006;44(2):233-9. [PubMed:16456225 ]
Kang MJ, Lin YC, Yeh WH, Pan WH: Vitamin E status and its dietary determinants in Taiwanese--results of the Nutrition and Health Survey in Taiwan 1993-1996. Eur J Nutr. 2004 Apr;43(2):86-92. Epub 2004 Jan 6. [PubMed:15083315 ]
Hozyasz K, Chelchowska M: [Vitamin E status in mothers of children with cleft lip]. Pol Merkur Lekarski. 2004 Jul;17(97):25-7. [PubMed:15559605 ]
Rose AT, McFadden DW: Alpha-tocopherol succinate inhibits growth of gastric cancer cells in vitro. J Surg Res. 2001 Jan;95(1):19-22. [PubMed:11120630 ]
Murohara T, Ikeda H, Otsuka Y, Aoki M, Haramaki N, Katoh A, Takajo Y, Imaizumi T: Inhibition of platelet adherence to mononuclear cells by alpha-tocopherol: role of P-selectin. Circulation. 2004 Jul 13;110(2):141-8. Epub 2004 Jun 14. [PubMed:15197142 ]
Hozyasz KK, Chelchowska M, Laskowska-Klita T, Ruszkowska L, Milanowski A: [Low concentration of alpha-tocopherol in erythrocytes of atopic dermatitis patients]. Med Wieku Rozwoj. 2004 Oct-Dec;8(4 Pt 1):963-9. [PubMed:15951615 ]
Horwitt MK, Elliott WH, Kanjananggulpan P, Fitch CD: Serum concentrations of alpha-tocopherol after ingestion of various vitamin E preparations. Am J Clin Nutr. 1984 Aug;40(2):240-5. [PubMed:6465056 ]
Iuliano L, Micheletta F, Maranghi M, Frati G, Diczfalusy U, Violi F: Bioavailability of vitamin E as function of food intake in healthy subjects: effects on plasma peroxide-scavenging activity and cholesterol-oxidation products. Arterioscler Thromb Vasc Biol. 2001 Oct;21(10):E34-7. [PubMed:11597949 ]
Miller ER 3rd, Pastor-Barriuso R, Dalal D, Riemersma RA, Appel LJ, Guallar E: Meta-analysis: high-dosage vitamin E supplementation may increase all-cause mortality. Ann Intern Med. 2005 Jan 4;142(1):37-46. Epub 2004 Nov 10. [PubMed:15537682 ]
Poston L, Briley AL, Seed PT, Kelly FJ, Shennan AH: Vitamin C and vitamin E in pregnant women at risk for pre-eclampsia (VIP trial): randomised placebo-controlled trial. Lancet. 2006 Apr 8;367(9517):1145-54. [PubMed:16616557 ]
Rumbold AR, Crowther CA, Haslam RR, Dekker GA, Robinson JS: Vitamins C and E and the risks of preeclampsia and perinatal complications. N Engl J Med. 2006 Apr 27;354(17):1796-806. [PubMed:16641396 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
Linus Pauling Institute [Link]

Only showing the first 10 proteins. There are 19 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Heme oxygenase 1

General function:: Involved in heme oxygenase (decyclizing) activity
Specific function:: Heme oxygenase cleaves the heme ring at the alpha methene bridge to form biliverdin. Biliverdin is subsequently converted to bilirubin by biliverdin reductase. Under physiological conditions, the activity of heme oxygenase is highest in the spleen, where senescent erythrocytes are sequestrated and destroyed.
Gene Name:: HMOX1
Uniprot ID:: P09601
Molecular weight:: 32818.345

References

Feng Z, Liu Z, Li X, Jia H, Sun L, Tian C, Jia L, Liu J: alpha-Tocopherol is an effective Phase II enzyme inducer: protective effects on acrolein-induced oxidative stress and mitochondrial dysfunction in human retinal pigment epithelial cells. J Nutr Biochem. 2010 Dec;21(12):1222-31. doi: 10.1016/j.jnutbio.2009.10.010. Epub 2010 Feb 12. [PubMed:20153624 ]

Enzyme Details

2. Diacylglycerol kinase alpha

General function:: Involved in diacylglycerol kinase activity
Specific function:: Upon cell stimulation converts the second messenger diacylglycerol into phosphatidate, initiating the resynthesis of phosphatidylinositols and attenuating protein kinase C activity
Gene Name:: DGKA
Uniprot ID:: P23743
Molecular weight:: 82629.5

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]

Enzyme Details

3. Glutamate--cysteine ligase catalytic subunit

General function:: Involved in glutamate-cysteine ligase activity
Specific function:: Not Available
Gene Name:: GCLC
Uniprot ID:: P48506
Molecular weight:: 68629.42

References

Feng Z, Liu Z, Li X, Jia H, Sun L, Tian C, Jia L, Liu J: alpha-Tocopherol is an effective Phase II enzyme inducer: protective effects on acrolein-induced oxidative stress and mitochondrial dysfunction in human retinal pigment epithelial cells. J Nutr Biochem. 2010 Dec;21(12):1222-31. doi: 10.1016/j.jnutbio.2009.10.010. Epub 2010 Feb 12. [PubMed:20153624 ]

Enzyme Details

4. Glutathione S-transferase Mu 3

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. May govern uptake and detoxification of both endogenous compounds and xenobiotics at the testis and brain blood barriers.
Gene Name:: GSTM3
Uniprot ID:: P21266
Molecular weight:: 26559.32

References

Mustacich DJ, Gohil K, Bruno RS, Yan M, Leonard SW, Ho E, Cross CE, Traber MG: Alpha-tocopherol modulates genes involved in hepatic xenobiotic pathways in mice. J Nutr Biochem. 2009 Jun;20(6):469-76. doi: 10.1016/j.jnutbio.2008.05.007. Epub 2008 Sep 11. [PubMed:18789671 ]

Enzyme Details

5. Glutathione S-transferase omega-1

General function:: Involved in glutathione transferase activity
Specific function:: Exhibits glutathione-dependent thiol transferase and dehydroascorbate reductase activities. Has S-(phenacyl)glutathione reductase activity. Has also glutathione S-transferase activity. Participates in the biotransformation of inorganic arsenic and reduces monomethylarsonic acid (MMA) and dimethylarsonic acid.
Gene Name:: GSTO1
Uniprot ID:: P78417
Molecular weight:: 27565.6

References

Sampayo-Reyes A, Zakharyan RA: Tocopherol esters inhibit human glutathione S-transferase omega. Acta Biochim Pol. 2006;53(3):547-52. Epub 2006 Oct 1. [PubMed:17019444 ]

Enzyme Details

6. Glutathione S-transferase A2

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name:: GSTA2
Uniprot ID:: P09210
Molecular weight:: 25663.675

References

Feng Z, Liu Z, Li X, Jia H, Sun L, Tian C, Jia L, Liu J: alpha-Tocopherol is an effective Phase II enzyme inducer: protective effects on acrolein-induced oxidative stress and mitochondrial dysfunction in human retinal pigment epithelial cells. J Nutr Biochem. 2010 Dec;21(12):1222-31. doi: 10.1016/j.jnutbio.2009.10.010. Epub 2010 Feb 12. [PubMed:20153624 ]

Enzyme Details

7. Glutathione S-transferase P

General function:: Involved in glutathione transferase activity
Specific function:: Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Regulates negatively CDK5 activity via p25/p35 translocation to prevent neurodegeneration.
Gene Name:: GSTP1
Uniprot ID:: P09211
Molecular weight:: 23355.625

References

Ralat LA, Colman RF: Identification of tyrosine 79 in the tocopherol binding site of glutathione S-transferase pi. Biochemistry. 2006 Oct 17;45(41):12491-9. [PubMed:17029404 ]

Enzyme Details

8. Serine palmitoyltransferase 1

General function:: Involved in transferase activity, transferring nitrogenous groups
Specific function:: Serine palmitoyltransferase (SPT). The heterodimer formed with SPTLC2 or SPTLC3 constitutes the catalytic core. The composition of the serine palmitoyltransferase (SPT) complex determines the substrate preference. The SPTLC1-SPTLC2-SPTSSA complex shows a strong preference for C16-CoA substrate, while the SPTLC1-SPTLC3-SPTSSA isozyme uses both C14-CoA and C16-CoA as substrates, with a slight preference for C14-CoA. The SPTLC1-SPTLC2-SPTSSB complex shows a strong preference for C18-CoA substrate, while the SPTLC1-SPTLC3-SPTSSB isozyme displays an ability to use a broader range of acyl-CoAs, without apparent preference.
Gene Name:: SPTLC1
Uniprot ID:: O15269
Molecular weight:: 52743.41

Enzyme Details

9. Arachidonate 5-lipoxygenase

General function:: Involved in metal ion binding
Specific function:: Catalyzes the first step in leukotriene biosynthesis, and thereby plays a role in inflammatory processes.
Gene Name:: ALOX5
Uniprot ID:: P09917
Molecular weight:: 77982.595

References

Taccone-Gallucci M, Manca-di-Villahermosa S, Battistini L, Stuffler RG, Tedesco M, Maccarrone M: N-3 PUFAs reduce oxidative stress in ESRD patients on maintenance HD by inhibiting 5-lipoxygenase activity. Kidney Int. 2006 Apr;69(8):1450-4. [PubMed:16531984 ]

Enzyme Details

10. Protein kinase C alpha type

General function:: Involved in protein serine/threonine kinase activity
Specific function:: PKC is activated by diacylglycerol which in turn phosphorylates a range of cellular proteins. PKC also serves as the receptor for phorbol esters, a class of tumor promoters
Gene Name:: PRKCA
Uniprot ID:: P17252
Molecular weight:: 76763.5

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Azzi A, Boscoboinik D, Clement S, Marilley D, Ozer NK, Ricciarelli R, Tasinato A: Alpha-tocopherol as a modulator of smooth muscle cell proliferation. Prostaglandins Leukot Essent Fatty Acids. 1997 Oct;57(4-5):507-14. [PubMed:9430404 ]
Sylvester PW, McIntyre BS, Gapor A, Briski KP: Vitamin E inhibition of normal mammary epithelial cell growth is associated with a reduction in protein kinase C(alpha) activation. Cell Prolif. 2001 Dec;34(6):347-57. [PubMed:11736999 ]
Huang Y, Ishizuka T, Miura A, Kajita K, Ishizawa M, Kimura M, Yamamoto Y, Kawai Y, Morita H, Uno Y, Yasuda K: Effect of 1 alpha,25-dihydroxy vitamin D3 and vitamin E on insulin-induced glucose uptake in rat adipocytes. Diabetes Res Clin Pract. 2002 Mar;55(3):175-83. [PubMed:11850093 ]

Only showing the first 10 proteins. There are 19 proteins in total.

Show all enzymes and transporters

Showing metabocard for alpha-Tocopherol (HMDB0001893)

MOL for HMDB0001893 (alpha-Tocopherol)

3D MOL for HMDB0001893 (alpha-Tocopherol)

3D SDF for HMDB0001893 (alpha-Tocopherol)

3D-SDF for HMDB0001893 (alpha-Tocopherol)

PDB for HMDB0001893 (alpha-Tocopherol)

3D PDB for HMDB0001893 (alpha-Tocopherol)

SMILES for HMDB0001893 (alpha-Tocopherol)

INCHI for HMDB0001893 (alpha-Tocopherol)

Structure for HMDB0001893 (alpha-Tocopherol)

3D Structure for HMDB0001893 (alpha-Tocopherol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

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References